Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Methanesulfonic Acid | HCID 6395 | — |
| Reactant | Mesitylene | HCID 7947 | — |
| Reactant | HCID 18599078 | HCID 18599078 | — |
| Solvent | Water | HCID 962 | — |
| Product | Biotin | HCID 171548 | — |
Reaction Steps
35.34 g of the compound obtained in Example 5, 121 ml of mesitylene and 116.1 g of methanesulfonic acid were heated at an inner temperature of 130° C. By setting a reaction starting time when the mixture reached to 125° C., the mixture was stirred at 128° C. to 133° C. for 4 hours, disappearance of monobenzylbiotin was confirmed by high performance liquid chromatography. The reaction mixture was cooled to 80° C., 30 ml of acetic acid was added thereto, and methanesulfonic acid layer was added dropwise to 710 ml of purified water. The mesitylene layer was separated, ice-cooled for 1 hour, and then, crude crystal was collected by filtration, and washed with 200 ml of water, and then, with methanol until black color of the washed solution disappeared. The crystal was dried at 50° C. by blowing air overnight to give 15.89 g of crude (+)-biotin.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07335778B2 |
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| Source dataset | uspto-grants-2008_02 |
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| ORD ID | ord-897f3a127116482386999f2cd49282de |
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| Source note | uspto-grants-2008_02 |
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